188404-10-6

Basic information

• Product Name: MAFP
• Synonyms: Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester;5Z,8Z,11Z,14Z-EICOSATETRAENYL-PHOSPHONOFLUORIDIC ACID, METHYL ESTER;(5Z,8Z,11Z,14Z)-5,8,11,14-EICOSATETRAENYL-METHYL ESTER PHOSPHONOFLUORIDIC ACID;MAFP;MAPF;METHYL-5Z,8Z,11Z,14Z-EICOSATETRAENYL ESTER PHOSPHONOFLUORIDIC ACID METHYL ACETATE;METHYL ARACHIDONYL FLUOROPHOSPHONATE;METHYLPHOSPHONOFLUORIDIC ACID 5,8,11,14-EICOSATETRAENYL ESTER
• CAS NO: 188404-10-6
• Molecular Formula: C21H36FO2P
• Molecular Weight: 370.48
• EINECS: 201-185-2
• Product Categories: Fatty Acid Derivatives & Lipids, inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals;Cannabinoid receptor
• Mol File: 188404-10-6.mol
• Article Data: 0

Chemical Properties

• Flash Point: -16 °C
• Appearance: /methyl acetate solution
• Storage Temp.: −70°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: MAFP(CAS DataBase Reference)
• NIST Chemistry Reference: MAFP(188404-10-6)
• EPA Substance Registry System: MAFP(188404-10-6)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36-66-67
• Safety Statements: 16-26-29-33
• RIDADR: UN 1231 3/PG 2
• WGK Germany: 1
• RTECS: TA8108000
• Hazardous Substances Data: 188404-10-6(Hazardous Substances Data)

Usage

Description

MAFP, also known as (all-Z)-5,8,11,14-Eicosatetraenylphosphonofluoridic Acid Methyl Ester, is a compound that acts as a cannabinoid CB1 receptor and fatty acid amide hydrolase inhibitor. It has the ability to modulate the endocannabinoid system and has potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
MAFP is used as a research tool for studying the endocannabinoid system and its role in various physiological and pathological processes. It helps in understanding the therapeutic potential of targeting the endocannabinoid system for the treatment of various diseases and conditions.
Used in Drug Development:
MAFP is used as a lead compound in the development of new drugs targeting the endocannabinoid system. Its ability to inhibit cannabinoid CB1 receptors and fatty acid amide hydrolase makes it a promising candidate for the treatment of various disorders, including pain, inflammation, and neurodegenerative diseases.
Used in Cosmetic Industry:
MAFP is used as an active ingredient in cosmetic products for its potential anti-aging and skin health benefits. Its ability to modulate the endocannabinoid system may contribute to improved skin hydration, elasticity, and overall skin health.
Used in Nutraceutical Industry:
MAFP is used as a dietary supplement or nutraceutical for its potential health benefits. It may help in maintaining a balanced endocannabinoid system, which is essential for overall health and well-being.

Biological Activity

Potent, irreversible inhibitor of fatty acid amide hydrolase (FAAH, anandamide amidase), the enzyme responsible for anandamide hydrolysis (IC 50 = 2.5 nM). Also binds irreversibly to CB 1 receptors (IC 50 = 20 nM).

Biochem/physiol Actions

MAFP is a selective, irreversible inhibitor of both calcium-dependent and calcium-independent cytosolic phospholipase A2, but not secretory phospholipase A2. MAFP is also a potent acetylcholinesterase inhibitor.